6,10,10-Trimethyl-2-methylenebicyclo(7.2.0)undec-5-en-3-ol

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  • Identifiers

    CAS number
    487-87-6

    Molecular formula
    C15H24O

    SMILES
    C/C/1=C/CC(C(=C)C2CC(C2CC1)(C)C)O

  • Odor profile

    Woody 77.0%
    Sweet 53.44%
    Spicy 51.33%
    Herbal 47.23%
    Camphoreous 44.04%
    Mint 39.19%
    Dry 38.72%
    Cedar 37.44%
    Amber 37.06%
    Fresh 35.4%

    Scent© AI

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    9.27 (weak base)

    Molecular weight
    220.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    336°C

    Flash point est.
    130.27 ˚C

  • Synonyms

    • EINECS 227-925-4
    • 6040-49-9
    • 6,10,10-Trimethyl-2-methylenebicyclo(7.2.0)undec-5-en-3-ol
    • 6,10,10-TRIMETHYL-2-METHYLENEBICYCLO[7.2.0]UNDEC-5-EN-3-OL
    • 487-87-6
    • VMVYOFDWHSLKNP-POHAHGRESA-N
    • NS00045430
    • 227-925-4

  • Applications

    6,10,10-Trimethyl-2-methylenebicyclo(7.2.0)undec-5-en-3-ol (CAS 487-87-6) is a bicyclic terpene alcohol (sesquiterpenoid) used primarily in fragrance applications, where it imparts woody–resinous, herbal, slightly camphoraceous nuances; its ester derivatives are often employed to increase scent longevity and act as fixatives, while in flavor work it may be explored at trace levels for resinous accents. In synthetic chemistry, the allylic OH and exocyclic methylene provide versatile handles for esterification, epoxidation, hydroboration–oxidation, and selective oxidations, making it a stereodefined chiral starting material for higher terpenoids and odorant intermediates. In research, it serves as a GC–MS reference standard for profiling essential oils in chemotaxonomy and quality control, and as a model scaffold to study acid-catalyzed rearrangements and sesquiterpene reaction kinetics. Additionally, polymerizable derivatives (e.g., acrylate/urethane terpenoid monomers) and preclinical screenings for antimicrobial, insect-repellent, or antioxidant properties have been reported; any consumer use should follow applicable safety guidance and regulations (e.g., IFRA/REACH).

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 338.72
    methanol 163.27
    isopropanol 442.34
    water 0.4
    ethyl acetate 225.64
    n-propanol 334.68
    acetone 246.66
    n-butanol 363.16
    acetonitrile 148.49
    DMF 226.28
    toluene 215.31
    isobutanol 266.91
    1,4-dioxane 538.2
    methyl acetate 184.39
    THF 895.23
    2-butanone 261.01
    n-pentanol 165.68
    sec-butanol 277.85
    n-hexane 15.59
    ethylene glycol 30.51
    NMP 118.8
    cyclohexane 40.06
    DMSO 165.74
    n-butyl acetate 243.43
    n-octanol 132.33
    chloroform 462.11
    n-propyl acetate 129.17
    acetic acid 104.72
    dichloromethane 295.92
    cyclohexanone 269.04
    propylene glycol 93.16
    isopropyl acetate 185.46
    DMAc 179.0
    2-ethoxyethanol 188.28
    isopentanol 301.5
    n-heptane 31.07
    ethyl formate 131.54
    1,2-dichloroethane 165.04
    n-hexanol 299.72
    2-methoxyethanol 370.69
    isobutyl acetate 122.7
    tetrachloromethane 72.26
    n-pentyl acetate 140.16
    transcutol 634.21
    n-heptanol 144.91
    ethylbenzene 100.49
    MIBK 180.67
    2-propoxyethanol 379.04
    tert-butanol 436.65
    MTBE 328.55
    2-butoxyethanol 222.67
    propionic acid 97.45
    o-xylene 108.89
    formic acid 25.77
    diethyl ether 291.63
    m-xylene 155.18
    p-xylene 121.77
    chlorobenzene 148.37
    dimethyl carbonate 65.71
    n-octane 13.6
    formamide 49.44
    cyclopentanone 316.94
    2-pentanone 247.22
    anisole 175.1
    cyclopentyl methyl ether 263.6
    gamma-butyrolactone 266.3
    1-methoxy-2-propanol 398.99
    pyridine 297.11
    3-pentanone 136.37
    furfural 210.63
    n-dodecane 11.12
    diethylene glycol 200.26
    diisopropyl ether 95.96
    tert-amyl alcohol 260.88
    acetylacetone 201.86
    n-hexadecane 12.8
    acetophenone 135.33
    methyl propionate 151.99
    isopentyl acetate 241.79
    trichloroethylene 299.16
    n-nonanol 118.0
    cyclohexanol 209.55
    benzyl alcohol 140.61
    2-ethylhexanol 155.78
    isooctanol 124.27
    dipropyl ether 200.95
    1,2-dichlorobenzene 116.4
    ethyl lactate 79.08
    propylene carbonate 161.18
    n-methylformamide 100.24
    2-pentanol 235.31
    n-pentane 27.63
    1-propoxy-2-propanol 342.35
    1-methoxy-2-propyl acetate 260.76
    2-(2-methoxypropoxy) propanol 202.07
    mesitylene 94.67
    ε-caprolactone 221.43
    p-cymene 90.29
    epichlorohydrin 349.1
    1,1,1-trichloroethane 189.29
    2-aminoethanol 105.98
    morpholine-4-carbaldehyde 228.79
    sulfolane 191.42
    2,2,4-trimethylpentane 18.43
    2-methyltetrahydrofuran 454.16
    n-hexyl acetate 190.63
    isooctane 22.94
    2-(2-butoxyethoxy)ethanol 279.3
    sec-butyl acetate 122.76
    tert-butyl acetate 205.48
    decalin 21.08
    glycerin 98.01
    diglyme 421.48
    acrylic acid 62.7
    isopropyl myristate 91.39
    n-butyric acid 222.53
    acetyl acetate 119.89
    di(2-ethylhexyl) phthalate 88.53
    ethyl propionate 114.42
    nitromethane 133.64
    1,2-diethoxyethane 260.77
    benzonitrile 153.9
    trioctyl phosphate 70.07
    1-bromopropane 167.59
    gamma-valerolactone 370.5
    n-decanol 91.45
    triethyl phosphate 65.22
    4-methyl-2-pentanol 170.33
    propionitrile 180.92
    vinylene carbonate 152.05
    1,1,2-trichlorotrifluoroethane 178.3
    DMS 101.02
    cumene 74.17
    2-octanol 102.33
    2-hexanone 146.63
    octyl acetate 109.31
    limonene 106.2
    1,2-dimethoxyethane 318.62
    ethyl orthosilicate 71.17
    tributyl phosphate 71.41
    diacetone alcohol 230.11
    N,N-dimethylaniline 116.06
    acrylonitrile 151.93
    aniline 191.32
    1,3-propanediol 229.45
    bromobenzene 154.35
    dibromomethane 219.91
    1,1,2,2-tetrachloroethane 250.15
    2-methyl-cyclohexyl acetate 140.34
    tetrabutyl urea 89.69
    diisobutyl methanol 119.67
    2-phenylethanol 191.42
    styrene 107.08
    dioctyl adipate 108.51
    dimethyl sulfate 65.3
    ethyl butyrate 158.74
    methyl lactate 91.15
    butyl lactate 128.99
    diethyl carbonate 90.64
    propanediol butyl ether 208.6
    triethyl orthoformate 117.83
    p-tert-butyltoluene 97.4
    methyl 4-tert-butylbenzoate 148.07
    morpholine 582.09
    tert-butylamine 296.19
    n-dodecanol 70.5
    dimethoxymethane 280.44
    ethylene carbonate 137.15
    cyrene 139.12
    2-ethoxyethyl acetate 181.05
    2-ethylhexyl acetate 176.1
    1,2,4-trichlorobenzene 137.5
    4-methylpyridine 291.62
    dibutyl ether 131.1
    2,6-dimethyl-4-heptanol 119.67
    DEF 158.89
    dimethyl isosorbide 281.01
    tetrachloroethylene 141.77
    eugenol 147.2
    triacetin 152.14
    span 80 186.65
    1,4-butanediol 64.46
    1,1-dichloroethane 230.75
    2-methyl-1-pentanol 151.37
    methyl formate 75.48
    2-methyl-1-butanol 240.01
    n-decane 19.71
    butyronitrile 241.14
    3,7-dimethyl-1-octanol 149.89
    1-chlorooctane 70.62
    1-chlorotetradecane 30.28
    n-nonane 17.57
    undecane 14.4
    tert-butylcyclohexane 23.5
    cyclooctane 17.14
    cyclopentanol 205.83
    tetrahydropyran 552.9
    tert-amyl methyl ether 178.57
    2,5,8-trioxanonane 276.47
    1-hexene 72.18
    2-isopropoxyethanol 164.1
    2,2,2-trifluoroethanol 35.58
    methyl butyrate 143.2

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Licaria salicifolia Licaria salicifolia (Sw.) Kosterm., fam. Lauraceae 2.0%